化学
化学选择性
磷化氢
氟化物
试剂
组合化学
功能群
羧酸
有机化学
催化作用
无机化学
聚合物
作者
Sócrates B. Munoz,Huong Dang,Xanath Ispizua‐Rodriguez,Thomas Mathew,G. K. Surya Prakash
出处
期刊:Organic Letters
[American Chemical Society]
日期:2019-03-06
卷期号:21 (6): 1659-1663
被引量:60
标识
DOI:10.1021/acs.orglett.9b00197
摘要
A fast and simple method for deoxyfluorination of carboxylic acids is presented. The protocol employs commodity chemicals (PPh3, NBS, fluoride), affording products in excellent yields under mild conditions. Acyloxyphosphonium ion, the key reaction intermediate, was identified by NMR spectroscopic methods. Brønsted acidic conditions are essential for efficient C–F bond formation. The protocol displays scalability, high functional group tolerance, chemoselectivity, and easy purification of products. Deoxyfluorination of active pharmaceutical ingredients was established.
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